Softening textiles



Patented Sept. 26, I944 SOFTENING TEXTILES I Jakob Link and GastonJaccard, Basel, Switzerland,

Friboilrg, Switzerland No Drawing. Application June 24, 1940,. SerialNo. 342,191. In swltmlana July 7, 1939 4 Claims. (Cl. 260-404) Thepresent invention relates to a process for softening textiles and to thewater-soluble salts of the compounds of the formula omiooccnmi CruHuNcanon acid give water-soluble salts and may be used as softening agentsfor textiles of all kind. As hydroxyamines which can be used in thepresout process we employ the reaction products of for example for 2mol. of ethylene-oxide or of ii or 2 moi. of glycolorglycerine-monohalogenhydrine or glycide with a primary or secondaryamine containing at least one hydrocarbon chain with at least 8 carbonatoms, such as dodecylamine, 'cetylamine, stearylamine,methyldodecylamine, and also the reaction products obtained by treatmentof alkanolamines with alkylhalogenides containing at least 8 carbonatoms. As compounds containing the radical of a higher fatty acid, weuse the fatty acids themselves such as stearic acid, cocoa nut fattyacids or the anhydrides or halogenides or the esters of such fattyacids, or mixtures of diflerent fatty acids or their derivatives.

The esteriilcatlon of the hydroxyamine'may be carried out at a highertemperature, for example between 150 and 200' 0., until the splittingoff of water is terminated. It is in some cases preferable to work undersuch conditions, that the formed water becomes distilled oil from thereaction mixture during the heating operation. The compounds thusobtained correspond for instance to the general formula wherein Band a,stand for .a

The condensation products thus chainwithatleastilcarbonatomsandm standsfor a low molecular alkylene and bydroxy-alblene' radical, and which aregenerally waxy substances, soluble in hydrochloric acid or assignors tothe firm Sande: Ltd.,

in organic acids of low molecular weight. Their salts with such acidsare soluble in water, giving more or less clear solutions which areeminently useful for softening the textiles, especially their salts withorganic acids.

It is not absolutely necessary to realize a complete esteriflcation ofthe components. We have observed, that the presence of free amine andfree carboxylic acid of higher molecular weight may be advantageous,provided that the carboxylic acid is not in excess as compared to theamount of the amine.

We have further observed, that an excess oi the amine may beadvantageous in both cases, that is in the case of complete and in thecase of partial esterificati'on. The following xamples, withoutbeing-11ml tative, illustrate the present invention, the

Parts being by weight:

sim le 1 strength, and 72 parts of water at (2., until 3 a. homogeneous,clear paste, soluble in water,

is obtained. The product thus obtained a.

excellent softening properties for textiles of any. kind, especially forcotton and rayon.

The reaction involved in the production of the aforementioned base maybe illustrated as follows:

CrHiOH CnHurCHI- ClKiOH Btslryldiethanollminc Bturio sold CsHaOD 0.0.111

--'-o olinaonm mo CIHGOH Katerina trample 2. 283 parts of hardened fishoil and 351 parts of technical stearyldiethanolsmine are heated forabout2 hours at 175-185 C. After separation of the glycerine producedduring the eaterincation process, the product obtained becomes oncooling down a clear waxy substance. Its formic acid salt possessessimilar softening properties to those of the product of Example 1.

The reaction involved in the production of the I the separation of wateris terminated. The product thus obtained has a fatty character. Bymixcanon Glycerine .ing the melted ester base with warm dilute formicacid, a clear thin paste will be obtained.

The formation of the ester base, according to the present example,involves the following reaction:

CrHlOH CnH:|.CHg.N H0.0C.C|7Hu CsHaOH CgH40.0 C.C11Ha CuHzaCHaN CsBaOHEster base (Cufln representing the alkyl radical of the cocoa fattyacids.)

Example 4 351 parts of technical stearyldiethanolamlne and 200! parts ofcocoa fatty acids are stirred for 2 hours while heating at I'm-180 0.,whereby the reaction water produced is distilled ed. The last parts ofwater are then separated in vacuo. The product thus obtained is a clearbrownish oil. By neutralization of the-base with dilute formic acid aclear paste will be obtained,

which is soluble in warm water with a slight opalescence.-

The formation of the base in this example takes place as follows:

C 1Hu.CH|.N 310 cimon' Ester-base (CnHa representing the alkyl radicalof the I 5 cocoa fatty acids.)

what we claim is: 1. The formic acid salts of the basic condensaticnproducts of the formula CIHO 0 C R R-CHr-N C z H4OH wherein R stands fora hydrocarbon chain with\ at least 8 carbon atoms and wherein at leastone of the R's represents the radical CirHss, said salts beingwater-soluble wax-like products use- In] for softening textiles.

2. The formic acid salt of the compound Celia-O00 C11Hu C|1HuCHr-N canonwhich is a wax-like product soluble inwater and which possessesexcellent softening properties for textiles.

3. The formic acid salt of the compound which is a wax-like productsoluble in water and which possesses excellent softenin: properties fortextiles.

4. The formic acid salt of thecompound CaH4-0 O C CuHn CnHuCHt-N ClHtOHwhich isa wax-like product soluble in water me which possesses excellentsoftening properties for textiles.

JAKOB LINK. GASTON JACCARD.

